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Methyl-6-O-trityl-2,3,4-tri-O-benzyl-α-D-galactopyranoside is a complex organic compound that serves as a key intermediate in the synthesis of various biologically active molecules, particularly in the field of carbohydrate chemistry. Methyl-6-O-trityl-2,3,4-tri-O-benzyl-α-D-galactopyranoside is characterized by a galactopyranoside core, which is a type of sugar molecule, with a methyl group at the 6th position and a trityl group (a bulky aryl group) attached to it. The 2nd, 3rd, and 4th positions of the galactopyranoside are each substituted with a benzyl group, which are phenylmethyl groups that protect the hydroxyl groups and prevent unwanted side reactions during chemical synthesis. This specific structure is crucial for the selective protection and deprotection steps in the synthesis of more complex carbohydrates and glycoconjugates, which are essential components of many biological systems.

2595-06-4

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2595-06-4 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 2595-06-4 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,5,9 and 5 respectively; the second part has 2 digits, 0 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 2595-06:
(6*2)+(5*5)+(4*9)+(3*5)+(2*0)+(1*6)=94
94 % 10 = 4
So 2595-06-4 is a valid CAS Registry Number.

2595-06-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 15, 2017

Revision Date: Aug 15, 2017

1.Identification

1.1 GHS Product identifier

Product name methyl 2,3,4-tri-O-benzyl-6-O-(triphenylmethyl)-α-D-glucopyranoside

1.2 Other means of identification

Product number -
Other names METHYL-6-O-TRITYL-2,3,4-TRI-O-BENZYL-ALPHA-D-GALACTOPYRANOSIDE

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:2595-06-4 SDS

2595-06-4Relevant academic research and scientific papers

USE OF MANNOSE 6 PHOSPHATE AND MODIFICATIONS THEREOF FOR MEMORY ENHANCEMENT AND REDUCING MEMORY IMPAIRMENT

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Paragraph 0049; 0058-0060, (2021/06/06)

Provided are compositions and methods for memory enhancement, including recovery of memory impairment. The compositions and methods relate to mannose-6-phosphate and derivatives of mannose-6-phosphate. The methods relate to administration of M6P or derivatives thereof to individuals in whom memory enhancement is desired.

Chemical synthesis and preliminary biological evaluation of C-6-O-methyl-1-deoxynojirimycin as a potent α-glucosidase inhibitor

Wang, Lin,Liang, Tingting,Fang, Zhijie

, p. 36 - 49 (2019/12/24)

A facile and efficient synthesis of 6-O-methyl-1-deoxynojirimycin 4 from commercially available methyl α-D-glucopyranoside in 10 steps and 25% overall yield was reported. The synthetic strategy was based on the regioselective protection/deprotection at 6-

USE OF IGF-2 RECEPTOR AGONIST LIGANDS FOR TREATMENT OF ANGELMAN SYNDROME AND AUTISM

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Paragraph 0062-0063, (2020/02/29)

Provided are methods for treatment of neurodevelopmental disorders, such as Angelman Syndrome and autism comprising administering to an individual a composition comprising an agonist ligand of IGF -2 receptor. The agonist ligand of IGF-2 receptor may be IGF -2, or mannose-6-phosphate or a derivative thereof. Compositions comprising mannose-6-phosphate derivatives are also disclosed.

From d-to l-Monosaccharide Derivatives via Photodecarboxylation-Alkylation

Wan, I. C. Steven,Witte, Martin D.,Minnaard, Adriaan J.

, p. 7669 - 7673 (2019/10/08)

Photodecarboxylation-alkylation of conformationally locked monosaccharides leads to inversion of stereochemistry at C5. This allows the synthesis of l-sugars from their readily available d-counterparts. Via this strategy, methyl l-guloside was synthesized from methyl d-mannoside in 21% yield over six steps.

Peptide-Coated Platinum Nanoparticles with Selective Toxicity against Liver Cancer Cells

Shoshan, Michal S.,Vonderach, Thomas,Hattendorf, Bodo,Wennemers, Helma

supporting information, p. 4901 - 4905 (2019/01/25)

Peptide-stabilized platinum nanoparticles (PtNPs) were developed that have significantly greater toxicity against hepatic cancer cells (HepG2) than against other cancer cells and non-cancerous liver cells. The peptide H-Lys-Pro-Gly-dLys-NH2 was identified by a combinatorial screening and further optimized to enable the formation of water-soluble, monodisperse PtNPs with average diameters of 2.5 nm that are stable for years. In comparison to cisplatin, the peptide-coated PtNPs are not only more toxic against hepatic cancer cells but have a significantly higher tumor cell selectivity. Cell viability and uptake studies revealed that high cellular uptake and an oxidative environment are key for the selective cytotoxicity of the peptide-coated PtNPs.

Secondary amine salt catalyzed controlled activation of 2-deoxy sugar lactols towards alpha-selective dehydrative glycosylation

Ghosh, Titli,Mukherji, Ananya,Srivastava, Hemant Kumar,Kancharla, Pavan K.

supporting information, p. 2870 - 2875 (2018/05/03)

A new organocatalytic glycosylation method exploiting the lactol functionality has been disclosed. The catalytic generation of glycosyl oxacarbenium ions from lactols under forcible conditions via weakly Br?nsted-acidic, readily available secondary amine salts affects the diastereoselective glycosylation of 2-deoxypyranoses and furanoses. This operationally simple iminium catalyzed activation of 2-deoxy hemi-acetals is a potential alternative to the existing cumbersome methods that need specialized handling. The mechanisms for this unique transformation and kinetic/thermodynamic effects have been discussed based on both experimental evidence and theoretical studies.

Co2(CO)6-propargyl cation mediates glycosylation reaction by using thioglycoside

Xia, Meng-jie,Yao, Wang,Meng, Xiang-bao,Lou, Qing-hua,Li, Zhong-jun

supporting information, p. 2389 - 2392 (2017/05/29)

We discovered that the cobalt-propargyl cation can mediate the glycosylation reaction by activating the thioglycoside donor. The glyco-oxacarbenium cation was formed by transferring the thio-aglycone to the cobalt-propargyl cation that was generated from the cobalt-propargylated acceptor in situ via the activating with Lewis acid. The reactivity of the donor (Armed or dis-armed) and the amount of the Lewis acid control the releasing rate of the cobalt-propargyl group.

Study of Uridine 5′-Diphosphate (UDP)-Galactopyranose Mutase Using UDP-5-Fluorogalactopyranose as a Probe: Incubation Results and Mechanistic Implications

Lin, Geng-Min,Sun, He G.,Liu, Hung-Wen

, p. 3438 - 3441 (2016/07/26)

Uridine 5′-diphosphate-5-fluorogalactopyranose (UDP-5F-Galp, 7) was synthesized, and its effect on UDP-Galp mutase (UGM) was investigated. UGM facilitated the hydrolysis of 7 to yield UDP and 5-oxogalactose (24), but no 11 was detected. 19F NMR and trapping experiments demonstrated that the reaction involves the initial formation of a substrate-cofactor adduct followed by decomposition of the resulting C5 gem-fluorohydrin to generate a 5-oxo intermediate (10). The results support the current mechanistic proposal for UGM and suggest new directions for designing mechanism-based inhibitors.

Synthesis of mannoheptose derivatives and their evaluation as inhibitors of the lectin LecB from the opportunistic pathogen Pseudomonas aeruginosa

Hofmann, Anna,Sommer, Roman,Hauck, Dirk,Stifel, Julia,G?ttker-Schnetmann, Inigo,Titz, Alexander

, p. 34 - 42 (2015/05/27)

Abstract Biofilm formation and chronic infections with Pseudomonas aeruginosa depend on lectins produced by the bacterium. The bacterial C-type lectin LecB binds to the two monosaccharides l-fucose and d-mannose and conjugates thereof. Previously, d-manno

Ring-opening polymerization of lactones using binaphthyl-diyl hydrogen phosphate as organocatalyst and resulting monosaccharide functionalization of polylactones

Miao, Yong,Phuphuak, Yupin,Rousseau, Cyril,Bousquet, Till,Mortreux, Andre,Chirachanchai, Suwabun,Zinck, Philippe

, p. 2279 - 2287 (2013/05/21)

Binaphthyl-diyl hydrogen phosphate has been assessed for the first time as a catalyst for the ring-opening polymerization of ε-caprolactone (CL) and δ-valerolactone (VL). In the presence of benzyl alcohol as coinitiator at 40-60 °C, the polymerization is

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